Literature DB >> 3073062

Cyanogenic glucosides: the biosynthetic pathway and the enzyme system involved.

B A Halkier1, H V Scheller, B L Møller.   

Abstract

In vitro studies with a microsomal system obtained from etiolated sorghum seedlings have indicated a biosynthetic pathway for cyanogenic glucosides involving amino acids, N-hydroxyamino acids, aldoximes, nitriles and cyanohydrins. NADPH is an essential cofactor. Simultaneous measurements of tyrosine metabolism and oxygen consumption show that three molecules of oxygen are consumed for each molecule of p-hydroxymandelonitrile produced. This indicates the operation of three monooxygenases in the pathway and implies the involvement of one hitherto undetected intermediate in the pathway. The nature of this intermediate is unknown. Gel filtration and sucrose gradient centrifugation of the microsomal system resulted in a more than tenfold increase in specific activity. Attempts to further purify the system did not produce preparations of higher specific activity because of a simultaneous partial loss of essential components as demonstrated by reconstitution experiments.

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Year:  1988        PMID: 3073062     DOI: 10.1002/9780470513712.ch5

Source DB:  PubMed          Journal:  Ciba Found Symp        ISSN: 0300-5208


  5 in total

1.  Cyanogenesis in plants.

Authors:  J E Poulton
Journal:  Plant Physiol       Date:  1990-10       Impact factor: 8.340

2.  Isolation and reconstitution of cytochrome P450ox and in vitro reconstitution of the entire biosynthetic pathway of the cyanogenic glucoside dhurrin from sorghum.

Authors:  R A Kahn; S Bak; I Svendsen; B A Halkier; B L Møller
Journal:  Plant Physiol       Date:  1997-12       Impact factor: 8.340

3.  2-nitro-3-(p-hydroxyphenyl)propionate and aci-1-nitro-2-(p-hydroxyphenyl)ethane, two intermediates in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench.

Authors:  B A Halkier; J Lykkesfeldt; B L Møller
Journal:  Proc Natl Acad Sci U S A       Date:  1991-01-15       Impact factor: 11.205

4.  Biosynthesis of the nitrile glucosides rhodiocyanoside A and D and the cyanogenic glucosides lotaustralin and linamarin in Lotus japonicus.

Authors:  Karin Forslund; Marc Morant; Bodil Jørgensen; Carl Erik Olsen; Erika Asamizu; Shusei Sato; Satoshi Tabata; Søren Bak
Journal:  Plant Physiol       Date:  2004-05       Impact factor: 8.340

5.  Room temperature decarboxylative cyanation of carboxylic acids using photoredox catalysis and cyanobenziodoxolones: a divergent mechanism compared to alkynylation.

Authors:  Franck Le Vaillant; Matthew D Wodrich; Jérôme Waser
Journal:  Chem Sci       Date:  2016-12-22       Impact factor: 9.825

  5 in total

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